Search
Windward Sailing Charters
Captain

Windward Sailing Charters

Oyster Bay, United States
3 reviews
Capt. Jonathan Puleio helms his beautifully maintained 2012 Jeanneau Sun Odyssey 36i in Oyster Bay Harbor, offering memorable sailing charters, harbor tours, and sunset cruises. With a passion for the sea and decades of experience, he ensures every voyage is both relaxing and unforgettable. Whether you're seeking to experience the thrill of sailing or the tranquility of the bay, Capt. Jonathan promises to deliver an exceptional day on the water.

Charter

Rating

5.0
3 reviews
5.0
Boat & Equipment
5.0
Captain & Crew
5.0
Experience

All reviews (3)

Showing 1 – 3 of 3 reviews
  • Todd Reid
    Todd Reid
    us
    Georgia, US
    •
    Member since 2026
    5.0
    Verified

    Great Evening on the Water

    4 Hour Sunset Charter • 6 adults

    From the start, Jonathan was both a gracious host and a skilled, knowledgeable captain. His communication with us both before and during our 4-hour sunset cruise was casual, welcoming and thorough- and helped us enjoy every step along the way. "Windswept" was comfortable, capable and beautifully maintained- making for a relaxing, yet engaging sailing experience. Highly recommend!

  • Crystal Franzese
    Crystal Franzese
    us
    New York, US
    •
    Member since 2026
    5.0
    Verified

    best trip

    3 Hour Private Sailing Charter • 2 adults

    highly recommend this experience with Johnathon

  • Amanda Jahn
    Amanda Jahn
    us
    New York, US
    •
    Member since 2025
    5.0
    Verified

    Amazing!

    3 Hour Private Sailing Charter • 5 adults

    Jonathon welcomed my friends & I aboard as if we were family! He went above & beyond to make us comfortable in his space. He was very knowledgeable in sailing as my husband loves to learn & chat about it all. The boat was the perfect size for the 5 of us with plenty of room. The bathroom was so large for a sail boat! Getting to the sailboat was so easy & quick. We will definitely be looking to book with Jonathon again.

    Response from Captain

    Thanks so much for taking the time to write a review! I’m so happy to hear that everyone had a great experience! Hope to see everyone again one day!